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SCHOOL OF CHEMISTRY & PHYSICS


UNIVERSITY OF KWAZULU-NATAL, WESTVILLE CAMPUS
CHEM 120/196: CHEMICAL REACTIVITY
NOVEMBER 2015 MAIN EXAMINATION
DURATION: 3 hours TOTAL MARKS: 100
SECTION B

Student No. Seat Number:

Instructions:
 Answer all questions.
 Calculators may be used but all working must be shown.
 Your answers must be written on the question paper in the spaces provided. The left hand
facing pages may be used for extra space or rough work.
 You must write legibly in black or blue ink. Pencils and Tippex are not allowed.
 The pages of this question paper must not be unpinned.
 There are 14 pages (including the cover page) in total; check that you have them all.

Internal Examiners: Dr V Paideya, Prof BS Martincigh, Dr PH Coombes, Dr R Moodley and


Ms GD Dawson
Internal Moderators: Dr M Shozi, Dr K Pruessner and Ms H Govender

Total for
Question 1 2 3 4 5 6 7 8 9 10 11
Section B

Internal
Marks 7½ 8½ 5 3 4 3 4 3 4 2 4 48

External
Marks
7½ 8½ 5 3 4 3 4 3 4 2 4 48
University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

SECTION B – Written Answer Questions


Answer the following questions directly on the question paper in the space provided.
Students are requested to write neatly and clearly to ensure accurate marking.

Question 1

a) Draw a structural formula for methyl pentanoate.

(1)

b) Name the following compound including the E or Z configuration.

(2)

Br

H2 N

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

c) Consider the following chiral molecule:

OH
Cl
O2N
COOH
H
Cl

i) Use the Cahn-Ingold-Prelog rule to assign priorities to the


substituents/groups attached to the chiral carbon. Give your answer in
the order of highest to lowest priority (1-4):

(2)

ii) Name the compound above including its absolute configuration (R or


S).

(2½)

[7½]

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 2

a) Give the mechanism for the radical reaction shown below.

H H
Cl2
H C C H
CH3CH2Cl
UV

H H

(4)

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

b) Consider the nucleophilic substitution reaction below.

CH2 CH 2CH 3

CH3 O Na
H 3C
Br
H3 CH 2 C

i) Indicate the type of nucleophilic substitution that would occur.

(½)

ii) Provide a detailed mechanism (using curly arrows) for the above
reaction. Include the stereochemistry of the starting material and
product(s).

(4)

[8½]

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 3

Draw structures for the missing products (A, C, D and E) and name the missing
reagent (B) in the following reactions:

COOH
OH
H2SO4
i. + A
Heat

O
ii. B PCC
OH OH C

dehydration
iii. D and E
OH
(5)

[5]

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 4

In an experiment, the boiling point of a solution composed of 67.2 g of an unknown


organic compound dissolved in 125.0 g of toluene was found to be 121.3 °C.
Calculate the molar mass of the unknown organic compound.

The boiling point elevation constant, Kb, for toluene is 3.29 °C kg mol-1 and the
normal boiling point of toluene is 110.6 °C.
(3)

[3]

Page 7 of 14
University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 5

For the reaction

H2(g) + CO2(g) ⇌ H2O(g) + CO(g)

at 700 °C, Kc = 0.534. Calculate the number of moles of H2 that are present at
equilibrium if a mixture of 0.300 mol of CO and 0.300 mol of H2O is heated at
700 °C in a 10.0 dm3 container.

(4)

[4]

Page 8 of 14
University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 6

Calculate the Ka of a weak acid, HA, if a 0.19 mol dm-3 aqueous solution of the acid
has a pH of 4.52 at 25 °C.

(3)

[3]

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 7

What mass of sodium butanoate, NaC4H7O2 (110.09 g mol-1), must be dissolved in


500.0 cm3 of 0.1637 M butanoic acid, HC4H7O2, to prepare a buffer with a pH of
5.000? Assume the volume remains constant.

Ka(HC4H7O2) = 1.48 x 10-5

(4)

[4]

Page 10 of 14
University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 8

Calculate the pH of a saturated solution of aluminium hydroxide, Al(OH)3, at 25 °C.

Al(OH)3(s) ⇌ Al3+(aq) + 3OHˉ(aq)

Ksp of Al(OH)3 at 25 °C is 1.3  10-33.

(3)

[3]

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University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 9

A sample of an unknown metal at 99.0 °C was placed in a constant-pressure


calorimeter containing 80.0 g of water at 24.0 °C. The heat generated by the
unknown metal was 1525.92 J. The final temperature of the system was found to
be 28.4 °C. Calculate the specific heat capacity of the calorimeter.

NOTE: The specific heat capacity of water is 4.184 J g-1 °C-1.

(4)

[4]

Page 12 of 14
University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 10

Calculate ΔHorxn for the oxidation of NO(g) to N2O4 according to the following
balanced equation:

2NO(g) + O2(g)  N2O4(g)

by using the following thermochemical equations:

N2O4(g)  2NO2(g) ΔH1o = +57.98 kJ …eqn 1

NO(g) + ½O2(g)  NO2(g) ΔH2o = -56.57 kJ …eqn 2

(2)

[2]

Page 13 of 14
University of KwaZulu-Natal, School of Chemistry and Physics, Westville Campus
November 2015 Main Examination Session, CHEM 120/196 Chemical Reactivity

Question 11

Data for the reaction:

2NO(g) + O2(g)  2NO2(g)

is given in the table below:

Reactant Concentration (mol L-1) Initial Rate


Experiment
[O2] [NO] (mol L-1 s-1)
1 0.052 0.036 3.4  10-8
2 0.104 0.036 6.8  10-8
3 0.104 0.018 1.7  10-8

a) What is the rate law for this reaction? Show all calculations.

(3)

b) Calculate the rate constant, k, for this reaction.

(1)

[4]

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